Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)N1CCN(c2ccc(/C=C/c3cc(Cl)cc(-c4ccncc4)c3)cc2)CC1
InChiKey
YGDJDTAOSNKZNJ-NSCUHMNNSA-N
Route Signature
406ab71f8c93d5b011e7bd636fbb5473a8db1448d61fc2eb9d8ef1f1ae8595da
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_9ef083c842d3ddf8d6622788",
"signature": "406ab71f8c93d5b011e7bd636fbb5473a8db1448d61fc2eb9d8ef1f1ae8595da",
"contentHash": "eb546ad299abf591e9dfe80bbee11bcab9bcb957513528dc2ae831f718a8e526",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_744ca7a538dd22c0c881211d",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-06029",
"moleculeId": "sa_05a35c2440c824979fd9d3f8",
"smiles": "CC(=O)N1CCN(c2ccc(/C=C/c3cc(Cl)cc(-c4ccncc4)c3)cc2)CC1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_05a35c2440c824979fd9d3f8",
"inchikey": "YGDJDTAOSNKZNJ-NSCUHMNNSA-N",
"smiles": "CC(=O)N1CCN(c2ccc(/C=C/c3cc(Cl)cc(-c4ccncc4)c3)cc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2932",
"routeId": "sa_9ef083c842d3ddf8d6622788",
"moleculeId": "sa_05a35c2440c824979fd9d3f8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_05a35c2440c824979fd9d3f8",
"inchikey": "YGDJDTAOSNKZNJ-NSCUHMNNSA-N",
"smiles": "CC(=O)N1CCN(c2ccc(/C=C/c3cc(Cl)cc(-c4ccncc4)c3)cc2)CC1"
},
"smiles": "CC(=O)N1CCN(c2ccc(/C=C/c3cc(Cl)cc(-c4ccncc4)c3)cc2)CC1",
"reactionStepId": "sa_1a979a25c6dcb25d7c25472f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160221990A1;0269;1914795\",\"rsmi\":\"Br[c:14]1[cH:15][c:16]([Cl:17])[cH:18][c:19](-[c:20]2[cH:21][cH:22][n:23][cH:24][cH:25]2)[cH:26]1.[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11]([CH:12]=[CH2:13])[cH:27][cH:28]2)[CH2:29][CH2:30]1>CC#N.CCN(CC)CC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11](/[CH:12]=[CH:13]/[c:14]3[cH:15][c:16]([Cl:17])[cH:18][c:19](-[c:20]4[cH:21][cH:22][n:23][cH:24][cH:25]4)[cH:26]3)[cH:27][cH:28]2)[CH2:29][CH2:30]1\"},\"mapped_reaction_smiles\":\"Br[c:14]1[cH:15][c:16]([Cl:17])[cH:18][c:19](-[c:20]2[cH:21][cH:22][n:23][cH:24][cH:25]2)[cH:26]1.[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11]([CH:12]=[CH2:13])[cH:27][cH:28]2)[CH2:29][CH2:30]1>CC#N.CCN(CC)CC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11](/[CH:12]=[CH:13]/[c:14]3[cH:15][c:16]([Cl:17])[cH:18][c:19](-[c:20]4[cH:21][cH:22][n:23][cH:24][cH:25]4)[cH:26]3)[cH:27][cH:28]2)[CH2:29][CH2:30]1\"}",
"reactionStep": {
"id": "sa_1a979a25c6dcb25d7c25472f",
"reactionHash": "70a92961b12153b325d1e84465441d51485c4ba3b68b5d8b5205ea8e5e654585"
},
"children": [
{
"id": "2933",
"routeId": "sa_9ef083c842d3ddf8d6622788",
"moleculeId": "sa_819621e602271f442e4b69a7",
"parentId": "2932",
"isLeaf": false,
"molecule": {
"id": "sa_819621e602271f442e4b69a7",
"inchikey": "DWBWQABUOQVNSV-UHFFFAOYSA-N",
"smiles": "Clc1cc(Br)cc(-c2ccncc2)c1"
},
"smiles": "Clc1cc(Br)cc(-c2ccncc2)c1",
"reactionStepId": "sa_077540f802e4042e71413b3d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160221990A1;0268;1914794\",\"rsmi\":\"Br[c:4]1[cH:3][c:2]([Cl:1])[cH:14][c:12]([Br:13])[cH:11]1.CC1(C)OB([c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)OC1(C)C>O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[Cl:1][c:2]1[cH:3][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[cH:11][c:12]([Br:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"Br[c:4]1[cH:3][c:2]([Cl:1])[cH:14][c:12]([Br:13])[cH:11]1.CC1(C)OB([c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)OC1(C)C>O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[Cl:1][c:2]1[cH:3][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[cH:11][c:12]([Br:13])[cH:14]1\"}",
"reactionStep": {
"id": "sa_077540f802e4042e71413b3d",
"reactionHash": "57033009d9d93f5c53602c9c5a1fc44b8ce3e64e4984552ef077d4c7b1140451"
},
"children": [
{
"id": "2934",
"routeId": "sa_9ef083c842d3ddf8d6622788",
"moleculeId": "sa_6f50fbb369ba979c5da7634f",
"parentId": "2933",
"isLeaf": true,
"molecule": {
"id": "sa_6f50fbb369ba979c5da7634f",
"inchikey": "FNKCOUREFBNNHG-UHFFFAOYSA-N",
"smiles": "Clc1cc(Br)cc(Br)c1"
},
"smiles": "Clc1cc(Br)cc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2935",
"routeId": "sa_9ef083c842d3ddf8d6622788",
"moleculeId": "sa_2092bf56bb50dfbe6bfcd715",
"parentId": "2933",
"isLeaf": true,
"molecule": {
"id": "sa_2092bf56bb50dfbe6bfcd715",
"inchikey": "NLTIETZTDSJANS-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccncc2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccncc2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2936",
"routeId": "sa_9ef083c842d3ddf8d6622788",
"moleculeId": "sa_404ee8c752bcce973b39cac2",
"parentId": "2932",
"isLeaf": false,
"molecule": {
"id": "sa_404ee8c752bcce973b39cac2",
"inchikey": "UMRXOMYLAJTUKU-UHFFFAOYSA-N",
"smiles": "C=Cc1ccc(N2CCN(C(C)=O)CC2)cc1"
},
"smiles": "C=Cc1ccc(N2CCN(C(C)=O)CC2)cc1",
"reactionStepId": "sa_fbc7a49b2728d3d21f6832b3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160221990A1;0217;1914758\",\"rsmi\":\"Br[c:6]1[cH:5][cH:4][c:3]([CH:2]=[CH2:1])[cH:17][cH:16]1.[NH:7]1[CH2:8][CH2:9][N:10]([C:11]([CH3:12])=[O:13])[CH2:14][CH2:15]1>CC(=O)O.CC(=O)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.Cc1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[CH2:1]=[CH:2][c:3]1[cH:4][cH:5][c:6]([N:7]2[CH2:8][CH2:9][N:10]([C:11]([CH3:12])=[O:13])[CH2:14][CH2:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Br[c:6]1[cH:5][cH:4][c:3]([CH:2]=[CH2:1])[cH:17][cH:16]1.[NH:7]1[CH2:8][CH2:9][N:10]([C:11]([CH3:12])=[O:13])[CH2:14][CH2:15]1>CC(=O)O.CC(=O)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.Cc1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[CH2:1]=[CH:2][c:3]1[cH:4][cH:5][c:6]([N:7]2[CH2:8][CH2:9][N:10]([C:11]([CH3:12])=[O:13])[CH2:14][CH2:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_fbc7a49b2728d3d21f6832b3",
"reactionHash": "aa58e1e82a97a930657cf1c575121f9b26f1bcc01e2ca8c916d260dd8e5fd1d5"
},
"children": [
{
"id": "2937",
"routeId": "sa_9ef083c842d3ddf8d6622788",
"moleculeId": "sa_22bd3d8ce7a94855fdeb774d",
"parentId": "2936",
"isLeaf": true,
"molecule": {
"id": "sa_22bd3d8ce7a94855fdeb774d",
"inchikey": "PKDPUENCROCRCH-UHFFFAOYSA-N",
"smiles": "CC(=O)N1CCNCC1"
},
"smiles": "CC(=O)N1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2938",
"routeId": "sa_9ef083c842d3ddf8d6622788",
"moleculeId": "sa_f0732a07f6eb314035aece43",
"parentId": "2936",
"isLeaf": true,
"molecule": {
"id": "sa_f0732a07f6eb314035aece43",
"inchikey": "WGGLDBIZIQMEGH-UHFFFAOYSA-N",
"smiles": "C=Cc1ccc(Br)cc1"
},
"smiles": "C=Cc1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}